
Family-friendly holiday rentals in Monte San Savino
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Top-rated family-friendly rentals in Monte San Savino
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
Indoor spacesKitchenAccuracy
4.93 out of 5 average rating, 293 reviews
Il Capoverso Sunie Farmhouse, 2nd floor, 4+1p
Cozy and ideal for visiting art cities such as Arezzo, Siena, Florence, Cortona, Montepulciano. SUNIE is located on the 1st floor of an old farmhouse (three apartments) and is accessed by a private external staircase. It has a beautiful view of the hills, a pergola with table and deck chairs, 1 double bedroom, 1 double bedroom and 1 small single bedroom, 1 bathroom, and a living room with open kitchen. 15x5m swimming pool in a private location, free Wi-Fi. Production of high-quality E.V.O. oil, ancient fruits, organic vegetable garden.
FamilyIndoor spacesWalkability
4.98 out of 5 average rating, 101 reviews
Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
KitchenFamilyPool
4.92 out of 5 average rating, 625 reviews
Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.
KitchenIndoor spacesCheckout
4.99 out of 5 average rating, 531 reviews
Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
Indoor spacesKitchenSleep quality
4.9 out of 5 average rating, 241 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
KitchenFamilyWi-Fi
4.95 out of 5 average rating, 146 reviews
Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
FamilyIndoor spacesLocation
4.93 out of 5 average rating, 334 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
KitchenIndoor spacesLayout
4.99 out of 5 average rating, 116 reviews
Tuscan farmhouse stay with restaurant and pool
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
Indoor spacesFamilyComfort
4.94 out of 5 average rating, 107 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
FamilyKitchenBreakfast
5.0 out of 5 average rating, 352 reviews
La Vignaccia (Farmhouse) - villa w/private pool
Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.
FamilyKitchenDecor
4.96 out of 5 average rating, 102 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
Indoor spacesFamilyBarbecue
4.98 out of 5 average rating, 107 reviewsPopular amenities for Monte San Savino family-friendly rentals
Family-friendly home rentals with a hot tub

PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
Indoor spacesKitchenHospitality
4.91 out of 5 average rating, 100 reviews
Wine Experience Villa in Montepulciano
KitchenFamilyBreakfast
4.97 out of 5 average rating, 126 reviews
Palazzo Monaci - Pool in the Crete Senesi
FamilyKitchenSolo travel
4.96 out of 5 average rating, 142 reviews
Farmhouse in Chianti with Swimming Pool
Indoor spacesFamilyBiking
4.99 out of 5 average rating, 516 reviews
Villa di Geggiano – Guesthouse
KitchenFamilyNearby
4.99 out of 5 average rating, 155 reviews
La Pieve - the house next to the church
Indoor spacesFamilyLocation
4.97 out of 5 average rating, 117 reviews
Charming Tuscan Villa in Val d'Orcia with a view
Indoor spacesKitchenPool
4.97 out of 5 average rating, 130 reviews
Casa Dolce Toscana | Panoramic Suites & Views
Indoor spacesKitchenTV
4.98 out of 5 average rating, 185 reviewsFamily- and pet-friendly home rentals

Tuscan cottage with an heavenly view
Indoor spacesFamilyDecor
4.97 out of 5 average rating, 251 reviews
Stone farmhouse in Val D'Orcia
Indoor spacesFamilyBiking
4.98 out of 5 average rating, 160 reviews
Breeder's Room - Triple room breakfast included
Indoor spacesKitchenComfort
5.0 out of 5 average rating, 108 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
KitchenFamilyParking
4.92 out of 5 average rating, 359 reviews
La Lisa: country house surrounded by fields
Indoor spacesFamilyTV
4.94 out of 5 average rating, 135 reviews
Your Tuscan oak tree house, enchanting Val d'Orcia
KitchenIndoor spacesBathroom
5.0 out of 5 average rating, 116 reviews
Pink like the sunset sky
FamilyKitchenLaundry
4.99 out of 5 average rating, 235 reviews
Piazza Grande Boutique Apartment
FamilyIndoor spacesHospitality
5.0 out of 5 average rating, 155 reviewsFamily-friendly home rentals with a pool

Borgo Ripostena – No. 9 Oil Mill
Indoor spacesKitchenShared spaces
4.94 out of 5 average rating, 118 reviews
Casa Granaio | Ground floor 1-bedroom apartment (2
KitchenIndoor spacesPets
4.96 out of 5 average rating, 82 reviews
Private villa with pool
FamilyAccuracyView
5.0 out of 5 average rating, 13 reviews
Beautiful villa with pool in secluded location
Indoor spacesFamilyBathroom
5.0 out of 5 average rating, 45 reviews
Il Podere - Rustic charm in Tuscany
FamilyKitchenCleanliness
5.0 out of 5 average rating, 11 reviews
Unique Villa in Tuscany
Indoor spacesKitchenCleanliness
4.93 out of 5 average rating, 42 reviews
Sasso Canaldo Charming property in Tuscany
FamilyIndoor spacesView
5.0 out of 5 average rating, 6 reviews
Hidden gem in Tuscany
Indoor spacesFamilyTV
5.0 out of 5 average rating, 56 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Basilica of St Francis
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino





